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159 Bear Swamp Road

East Hampton, Connecticut 06424

PENDING$599,900

Reduced from $639,900

Beds
4
Baths
3
SqFt
2,989
Acres
2.73
Year Built
1985
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 FireplacesVirtual TourPrice Reduced

About This Home

Welcome to 159 Bear Swamp Road, a truly one-of-a-kind country contemporary set on 2.73 private, wooded acres. Set well back from the road and surrounded by nature, this property offers a rare sense of seclusion and tranquility while still close to town! Offering over 3,000 square feet of living space, the home features 4 beds, 3 full baths, and a flexible floor plan that could easily accommodate additional bedrooms, home offices, hobby rooms, guest space, or multigenerational living. The unique layout provides endless possibilities for how the space can be used, making it ideal for those seeking versatility and room to grow. Outside, you'll find a huge deck overlooking the awesome yard, creating the perfect setting for entertaining, relaxing, or enjoying the privacy of the surrounding landscape. A detached 24' x 48' two-story barn with electricity and its own separate driveway provides exceptional space for storage, a workshop, home gym, recreational vehicles, equipment, or all your favorite toys! The level lot offers plenty of room for outdoor activities and may offer potential for those seeking a horse property. Additional features include a two-car attached garage, expansive yard space, and wood and pellet stoves that help keep the home comfortable and efficient throughout the colder months. Properties like this are hard to find, offering the perfect combination of privacy, flexibility, usable acreage, and country charm. Come check it out today!

Key Facts

City/Town
East Hampton
Neighborhood
N/A
Property / Style
Single Family · Colonial,Contemporary
Year Built
1985
Days on Market
57 days
Beds
4
Baths
3 full
Living Area
2,989 sq ft
Lot Size
2.73 acres
Garage / Parking
2 garage
Property Taxes
$9,680 / Annually

Market Snapshot

The East Hampton Market

Single Family · trailing 12 months

Median Days on Market

35

28 active listings

Median $ / Sq Ft

$261

28 active listings

Sale-to-List Ratio

103.2%

137 sales

How this home compares

List Price

$599,900

vs $657,000 median

8.7% below median

Price / Sq Ft

$201

vs $261 median

23.0% below median

Days on Market

57 days

vs 35 days median

22 days longer than median

Based on 28 active and 137 closed sales (trailing 12 mo) of single family in East Hampton. Source: SmartMLS · As of July 28, 2026.

Location

159 Bear Swamp Road, East Hampton, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,066

per month

  • Principal & Interest$3,059
  • Property Taxes$807
  • Insurance$200
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
East Hampton
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial,Contemporary
Year Built
1985
New Construction
No/Resale
Living Area
2,989 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
BaseboardWood/Coal Stove
Heat Fuel
ElectricWood
Cooling
Window Unit
Fireplaces
2
Laundry
Main Level
Appliances
Oven/RangeRefrigeratorDishwasher
Basement
PartialUnfinished
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
2.73 acres
Zoning
R-4
Garage / Parking
2 garage spacesAttached GarageBarn
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
TreedLevel Lot

Listing & Financials

Property Taxes
$9,680 / Annually
Days on Market
57
MLS #
24179933
MLS Status
Under Contract - Continue to Show

Similar Properties

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Listed By

Carl Guild

(860) 813-2275

Carl Guild & Associates

(860) 474-3500

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 6:15 AM UTC.